title: Metabolites of the fungistatic agent 2β-methoxyclovan-9α-ol by Macrophomina phaseolina.
abstract: Biotransformation of 2β-methoxyclovan-9α-ol (1), a fungistatic agent against Botrytis cinerea, was investigated with Macrophomina phaseolina. Demethoxylation, regioselective oxidation at C-9 and C-13, and inversion of the configuration at C-9 of compound 1 afforded six oxidative metabolites, 2β-methoxyclovan-9-one (2), clovan-2β,9β-diol (3), clovan-2β,9α-diol (4), clovan-2β,13-diol-9-one (5), 2β-methoxyclovan-9α,13-diol (6), and clovan-2β,9β,13-triol (7). Compounds 5-7 are described here for the first time, and their structures were deduced by different spectroscopic techniques. The antifungal activity of new metabolites 5-7 was also evaluated against B. cinerea.
authors.affiliation: HEJ Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan. musharraf1977@yahoo.com
authors.forename: Syed Ghulam
authors.initials: SG
authors.lastname: Musharraf
authors.forename: Asma
authors.initials: A
authors.lastname: Najeeb
authors.forename: Rahat Azher
authors.initials: RA
authors.lastname: Ali
authors.forename: Abida Amir
authors.initials: AA
authors.lastname: Ali
authors.forename: Muhammad Iqbal
authors.initials: MI
authors.lastname: Choudhary
mesh_terms: D001203:Ascomycota / Q000378:metabolism*; D001711:Biotransformation; D020171:Botrytis / Q000187:drug effects; D005659:Fungicides, Industrial / Q000378:metabolism* / Q000494:pharmacology; D010084:Oxidation-Reduction; D012717:Sesquiterpenes / Q000378:metabolism* / Q000494:pharmacology
chemical_list: C560329:2-beta-methoxyclovan-9-alpha-ol; D005659:Fungicides, Industrial; D012717:Sesquiterpenes